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Hydrochloric Acid → 2-Ethyl-3-(3-mercapto-2-methylpropanoyl)-4-thiazolidinecarboxylic acid

HRID 1732294
Notes
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Reaction equation

HRID 1732294 reaction equation
C([S:4][CH2:5][CH:6]([CH3:19])[C:7]([N:9]1[CH:13]([C:14]([OH:16])=[O:15])[CH2:12][S:11][CH:10]1[CH2:17][CH3:18])=[O:8])(=O)C.Cl>O.N>[CH2:17]([CH:10]1[N:9]([C:7](=[O:8])[CH:6]([CH3:19])[CH2:5][SH:4])[CH:13]([C:14]([OH:16])=[O:15])[CH2:12][S:11]1)[CH3:18]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 211622783-(3-Acetylthio-2-methylpropanoyl)-2-ethyl-4-thiazolidinecarboxylic acid

Product 1

HCID 211622982-Ethyl-3-(3-mercapto-2-methylpropanoyl)-4-thiazolidinecarboxylic acid

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent

Procedure

3-(3-Acetylthio-2-methylpropanoyl)-2-ethyl-4-thiazolidinecarboxylic acid (1 g.) is dissolved in a mixture of water (3 ml.) and concentrated ammonia (3 ml.) under a blanket of argon. The mixture is stirred at room temperature for thirty minutes and acidified with concentrated hydrochloric acid. The organic layer is dried and concentrated to dryness in vacuo to yield 2-ethyl-3-(3-mercapto-2-methylpropanoyl)-4-thiazolidinecarboxylic acid.

Workup

  1. customThe organic layer is dried
  2. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-f6bd15ed10794685b65f14589ba658ab
Source dataset
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04237129

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes